Acetylpyrazine → 2-Bromo-1-pyrazin-2-yl-ethanone

HRID 18207

반응식

HRID 18207 반응식
[C:1]([C:4]1[CH:9]=[N:8][CH:7]=[CH:6][N:5]=1)(=[O:3])[CH3:2].[Br-:10].[Br-].[Br-].[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1>C(O)(=O)C>[Br:10][CH2:2][C:1]([C:4]1[CH:9]=[N:8][CH:7]=[CH:6][N:5]=1)=[O:3]

참가 물질

4

반응물 2

HCID 30914AcetylpyrazineHCID 21124087Pyridiniumtribromide

생성물 1

HCID 158231122-Bromo-1-pyrazin-2-yl-ethanone수율 38.3%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

Acetylpyrazine (244 mg, 2.0 mmol) was suspended in glacial acetic acid (10 mL) and treated with pyridinium tribromide (640 mg, 2.0 mmol). The reaction mixture was stirred overnight. The solvent was removed under reduced pressure and the residue was purified by silica gel chromatography, eluting with 1:1 hexane/ethyl acetate, to provide 2-(2-bromoacetyl)pyrazine as a brown solid (154 mg, 38%). 1H NMR (200 MHz, DMSO-d6) δ 9.16 (d, J=1.5 Hz, 1H), 8.94 (d, J=2.4 Hz, 1H), 8.82 (dd, J=1.5, 2.4 Hz, 1H), 4.99 (s, 2H).

후처리

  1. customThe solvent was removed under reduced pressure
  2. customthe residue was purified by silica gel chromatography
  3. washeluting with 1:1 hexane/ethyl acetate

출처 및 근거

ORD 기록
ord-c3963ac38137413294f8e4004b35bbee
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07741349B2

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